| Summary: | The ability of alkylseleno/alkyltelluroacetylenes such as bis(selenomethylethynyl)-perfluorobenzene (<b>4F-Se</b>) to act as a ditopic chalcogen bond (ChB) donor in co-crystals with ditopic Lewis bases such as 4,4′-bipyridine is extended here to the octafluorobiphenylene analog, 4,4′-bis(selenomethylethynyl)-perfluorobiphenyl (<b>8F-Se</b>), with the more electron-rich 4,4′-bipyridylethane (<b>bpe</b>), showing in the 1:1 (<b>8F-Se</b>)•(<b>bpe</b>) co-crystal a shorter and more linear C−Se•••N ChB interaction than in (<b>4F-Se</b>)•(<b>bpe</b>), with Se•••N distances down to 2.958(2) Å at 150 K, i.e., a reduction ratio of 0.85 vs. the van der Waals contact distance.
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